smiles
stringlengths
13
37
canonsmiles
stringlengths
12
39
isSmilesEqual
bool
2 classes
generic_scaffold
stringlengths
12
31
scaffold
stringlengths
0
37
rdkit_WT
float64
146
259
rdkit_MR
float64
29.7
65.2
rdkit_LogP
float64
-3.99
5.42
rdkit_HA
float64
0
7
rdkit_HD
float64
0
5
rdkit_NumAtoms
float64
10
35
rdkit_TPSA
float64
0
158
CNC(=S)NC(=CN)C#N
CNC(=S)NC(C#N)=CN
false
CCC(C)CC(CC)CC
156.214
42.6768
-0.59602
3
3
18
73.87
CC1C(C)N1S(=O)(=O)NN
CC1C(C)N1S(=O)(=O)NN
true
CCC(C)(C)C1C(C)C1C
C1CN1
165.218
37.0059
-1.2129
3
2
21
75.2
CC1C=CN2C1CS2(=O)=O
CC1C=CN2C1CS2(=O)=O
true
CC1CCC2C1CC2(C)C
O=S1(=O)CC2CC=CN21
159.21
37.7178
0.1638
2
0
19
37.38
CON=CCC1=CN=CS1
CON=CCc1cncs1
false
CCCCCC1CCCC1
c1cscn1
156.21
41.319
1.3178
4
0
18
34.48
CNC1=C2N(C)CC2=CS1
CNc1scc2c1N(C)C2
false
CCC1CCC2CC(C)C12
c1scc2c1CN2
154.238
45.9727
1.7396
3
1
20
15.27
OC1C2CNC1S(=O)(=O)N2
O=S1(=O)NC2CNC1C2O
false
CC1C2CCC1C(C)(C)C2
O=S1(=O)NC2CNC1C2
164.186
33.641
-2.4218
4
3
18
78.43
CC1(C#N)C(O)CS1(=O)=O
CC1(C#N)C(O)CS1(=O)=O
true
CCC1(C)C(C)CC1(C)C
O=S1(=O)CCC1
161.182
33.8116
-0.94202
4
1
17
78.16
C1OC1C=CC1=NSN=C1
C(=CC1CO1)c1cnsn1
false
C1CCC(CCC2CC2)C1
C(=CC1CO1)c1cnsn1
154.194
38.683
0.9501
4
0
16
38.31
ON1C=CCCNS1(=O)=O
O=S1(=O)NCCC=CN1O
false
CC1CCCCCC1(C)C
O=S1(=O)NC=CCCN1
164.186
34.305
-0.5706
3
2
18
69.64
CC(=C)CC1=CC(N)=CS1
C=C(C)Cc1cc(N)cs1
false
CC(C)CC1CCC(C)C1
c1ccsc1
153.25
47.2494
2.4489
2
1
21
26.02
CC1CNN2SC(=O)N=C12
CC1CNn2sc(=O)nc21
false
CC1CC2CCC(C)C2C1
O=c1nc2n(s1)NCC2
157.198
39.0167
-0.0346
5
1
17
46.92
O=S1(=O)NC=CCC11CO1
O=S1(=O)NC=CCC12CO2
false
CC1(C)CCCCC12CC2
O=S1(=O)NC=CCC12CO2
161.182
34.4955
-0.4503
3
1
17
58.7
CC(C)(CC=O)S(C)(=O)=O
CC(C)(CC=O)S(C)(=O)=O
true
CCCC(C)(C)C(C)(C)C
164.226
39.6038
0.3986
3
0
22
51.21
CC1=CN(N)C(=S)N(O)C1
CC1=CN(N)C(=S)N(O)C1
true
CC1CC(C)C(C)C(C)C1
S=C1NC=CCN1
159.214
40.8739
0.0556
3
2
19
52.73
CCCN=C1NNC(=O)S1
CCCN=c1[nH][nH]c(=O)s1
false
CCCCC1CCC(C)C1
N=c1[nH][nH]c(=O)s1
159.214
40.0114
0.0752
3
2
19
61.01
NC1=CC2=C(N1)C=C(O)S2
Nc1cc2sc(O)cc2[nH]1
false
CC1CC2CC(C)CC2C1
c1cc2sccc2[nH]1
154.194
42.2529
1.5172
3
3
16
62.04
CC1=CC2=C(ONC2=O)S1
Cc1cc2c(=O)[nH]oc2s1
false
CC1CC2CCC(C)C2C1
O=c1[nH]oc2sccc12
155.178
39.4487
1.49102
3
1
15
46
NC(=S)N(O)C(=N)CC#C
C#CCC(=N)N(O)C(N)=S
false
CCCC(C)C(C)C(C)C
157.198
41.5876
-0.07823
3
3
17
73.34
OC1=C(OC2CC2)N=CS1
Oc1scnc1OC1CC1
false
CC1CCCC1CC1CC1
c1nc(OC2CC2)cs1
157.194
37.4288
1.3899
4
1
17
42.35
CCCC(N)C1=NSC=C1
CCCC(N)c1ccsn1
false
CCCC(C)C1CCCC1
c1cnsc1
156.254
43.9504
1.943
3
1
22
38.91
CC1(CN1S(C)(=O)=O)C=C
C=CC1(C)CN1S(C)(=O)=O
false
CCC1(C)CC1C(C)(C)C
C1CN1
161.226
40.1518
0.2063
2
0
21
37.15
OC1C2OC2C2=C1SN=C2
OC1c2sncc2C2OC12
false
CC1C2CCCC2C2CC12
c1nsc2c1C1OC1C2
155.178
34.6878
0.63
4
1
15
45.65
CN(C)C1=C(C)N=C(C)S1
Cc1nc(C)c(N(C)C)s1
false
CC1CC(C)C(C(C)C)C1
c1cscn1
156.254
45.915
1.82594
3
0
22
16.13
COC1=CN=C(S1)N(C)C
COc1cnc(N(C)C)s1
false
CCC1CCC(C(C)C)C1
c1cscn1
158.226
42.993
1.2177
4
0
20
25.36
OC1=CN2CC(=N)N=C2S1
N=C1CN2C=C(O)SC2=N1
false
CC1CC2CC(C)CC2C1
N=C1CN2C=CSC2=N1
155.182
40.1705
0.73897
4
2
15
59.68
NC12CC(NS1(=O)=O)C=C2
NC12C=CC(C1)NS2(=O)=O
false
CC1(C)CC2CCC1(C)C2
O=S1(=O)NC2C=CC1C2
160.198
36.5189
-1.0971
3
2
18
72.19
CC(C)COS(=O)(=O)C#N
CC(C)COS(=O)(=O)C#N
true
CCC(C)(C)CCC(C)C
163.198
35.3228
0.46988
4
0
19
67.16
COC=CC1=CC=C(C)S1
COC=Cc1ccc(C)s1
false
CCCCC1CCC(C)C1
c1ccsc1
154.234
45.099
2.67362
2
0
20
9.23
OC1C2CS(=O)(=O)CC1N2
O=S1(=O)CC2NC(C1)C2O
false
CC1C2CC1CC(C)(C)C2
O=S1(=O)CC2CC(C1)N2
163.198
35.3723
-1.8839
4
2
19
66.4
O=S1(=O)CCC2C(C#C)N12
C#CC1C2CCS(=O)(=O)N12
false
CCC1C2CCC(C)(C)C12
O=S1(=O)CCC2CN21
157.194
36.6518
-0.5941
2
0
17
37.15
CC(N)CN1SC(=O)N=C1
CC(N)Cn1cnc(=O)s1
false
CC(C)CC1CCC(C)C1
O=c1nc[nH]s1
159.214
40.0234
-0.348
5
1
19
60.91
CN(O)S(=O)(=O)CC1CC1
CN(O)S(=O)(=O)CC1CC1
true
CC(C)C(C)(C)CC1CC1
C1CC1
165.214
36.0603
0.0472
3
1
21
57.61
C1C=NN=CC2=CSN=C12
C1=NN=Cc2csnc2C1
false
C1CCC2CCCC2CC1
C1=NN=Cc2csnc2C1
151.194
41.904
1.1039
4
0
15
37.61
CNC(=S)NC(C)=CC=O
CNC(=S)NC(C)=CC=O
true
CCCC(C)CC(C)CC
158.226
44.6144
0.183
2
2
20
41.13
CC(=CN=CN)S(O)(=O)=O
CC(=CN=CN)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
164.186
37.985
-0.2775
3
2
18
92.75
CC1=CSC(=C1)C(=C)C=C
C=CC(=C)c1cc(C)cs1
false
CCC(C)C1CCC(C)C1
c1ccsc1
150.246
48.287
3.25572
1
0
20
0
C1C2N1CCC1=CSN=C21
c1snc2c1CCN1CC21
false
C1CC2CCC3CC3C2C1
c1snc2c1CCN1CC21
152.222
40.132
1.0559
3
0
18
15.9
NC1=CSC(CC2CC2)=N1
Nc1csc(CC2CC2)n1
false
CC1CCC(CC2CC2)C1
c1csc(CC2CC2)n1
154.238
42.9544
1.6778
3
1
20
38.91
CC1=CC(CC2CC2)=CS1
Cc1cc(CC2CC2)cs1
false
CC1CCC(CC2CC2)C1
c1cc(CC2CC2)cs1
152.262
45.484
3.00902
1
0
22
0
CC1=CC=C(S1)C=CC=O
Cc1ccc(C=CC=O)s1
false
CCCCC1CCC(C)C1
c1ccsc1
152.218
44.154
2.26862
2
0
18
17.07
CC1(N)CC(=C)NS1(=O)=O
C=C1CC(C)(N)S(=O)(=O)N1
false
CC1CC(C)(C)C(C)(C)C1
C=C1CCS(=O)(=O)N1
162.214
38.4049
-0.5019
3
2
20
72.19
O=C1C2CN2C2=C1SN=N2
O=C1c2snnc2N2CC12
false
CC1C2CCCC2C2CC12
O=C1c2snnc2N2CC12
153.166
35.3735
-0.077
5
0
13
45.86
CC(C)C1=C(Cl)C=CN1C
CC(C)c1c(Cl)ccn1C
false
CC(C)C1C(C)CCC1C
c1cc[nH]c1
157.644
44.512
2.8019
1
0
22
4.93
CC(CNC(N)=S)ON=C
C=NOC(C)CNC(N)=S
false
CCCC(C)CCC(C)C
161.23
44.8841
-0.1597
3
2
21
59.64
CCC1=C(CC)C(N)=NS1
CCc1snc(N)c1CC
false
CCC1CCC(C)C1CC
c1cnsc1
156.254
45.2824
1.8501
3
1
22
38.91
ON1CC(=NNC1=S)C#C
C#CC1=NNC(=S)N(O)C1
false
CCC1CCC(C)C(C)C1
S=C1NCC=NN1
155.182
40.4942
-0.4451
3
2
15
47.86
OS(=O)(=O)CC#CC1CO1
O=S(=O)(O)CC#CC1CO1
false
CC(C)(C)CCCC1CC1
C1CO1
162.166
33.9316
-0.7236
3
1
16
66.9
CCC1=C(Cl)C=C(O1)C=C
C=Cc1cc(Cl)c(CC)o1
false
CCC1CC(C)C(CC)C1
c1ccoc1
156.612
43.187
3.1384
1
0
19
13.14
CC1=CN(C=C1)S(O)(=O)=O
Cc1ccn(S(=O)(=O)O)c1
false
CC1CCC(C(C)(C)C)C1
c1cc[nH]c1
161.182
36.1156
0.44742
3
1
17
59.3
CC1=C(SC=C1C#N)C=O
Cc1c(C#N)csc1C=O
false
CCC1CCC(CC)C1C
c1ccsc1
151.19
39.1585
1.7407
3
0
15
40.86
CC1CC2CCNC(=S)N12
CC1CC2CCNC(=S)N12
true
CC1CCCC2CC(C)C12
S=C1NCCC2CCN12
156.254
44.9237
0.7274
1
1
22
15.27
CC(N)C1CCNC(=S)N1
CC(N)C1CCNC(=S)N1
true
CC1CCCC(C(C)C)C1
S=C1NCCCN1
159.258
45.7908
-0.43
2
3
23
50.08
O=C1CCNS(=O)(=O)C=C1
O=C1C=CS(=O)(=O)NCC1
false
CC1CCCC(C)(C)CC1
O=C1C=CS(=O)(=O)NCC1
161.182
35.6865
-0.6077
3
1
17
63.24
CC(=CN)S(=O)(=O)C(N)=O
CC(=CN)S(=O)(=O)C(N)=O
true
CCC(C)C(C)(C)C(C)C
164.186
36.4476
-0.7001
4
2
18
103.25
CNCCNC1=NC=CS1
CNCCNc1nccs1
false
CCCCCC1CCCC1
c1cscn1
157.242
44.5304
0.7744
4
2
21
36.95
CC(=C)CC1CS(=O)(=O)C1
C=C(C)CC1CS(=O)(=O)C1
false
CC(C)CC1CC(C)(C)C1
O=S1(=O)CCC1
160.238
41.5748
0.9972
2
0
22
34.14
CC#CCC(=O)S(O)(=O)=O
CC#CCC(=O)S(=O)(=O)O
false
CCCCC(C)C(C)(C)C
162.166
34.6226
-0.1858
3
1
16
71.44
NN=C(C1CC1)S(O)(=O)=O
NN=C(C1CC1)S(=O)(=O)O
false
CCC(C1CC1)C(C)(C)C
C1CC1
164.186
35.895
-0.4436
4
2
18
92.75
OC1=C2NC(C#C)C2=CS1
C#CC1Nc2c1csc2O
false
CCC1CC2C(C)CCC12
c1scc2c1CN2
151.19
41.1805
1.5535
3
2
15
32.26
CCOC(=O)S(=O)(=O)C#C
C#CS(=O)(=O)C(=O)OCC
false
CCCC(C)C(C)(C)CC
162.166
34.7748
0.1484
4
0
16
60.44
CNC(=S)N1NC(C)C=C1
CNC(=S)N1C=CC(C)N1
false
CCC(C)C1CCC(C)C1
C1=CNNC1
157.242
45.2344
0.2131
2
2
21
27.3
COC(NC(=S)NN)=CC
CC=C(NC(=S)NN)OC
false
CCC(C)CC(CC)CC
161.23
43.8228
-0.1681
3
3
21
59.31
NC1=CC=C(NCC#C)S1
C#CCNc1ccc(N)s1
false
CCCCC1CCC(C)C1
c1ccsc1
152.222
46.0541
1.3754
3
2
18
38.05
CNC1=C(C)N(C)C(=N)S1
CNc1sc(=N)n(C)c1C
false
CCC1CC(C)C(C)C1C
N=c1[nH]ccs1
157.242
43.4284
0.91619
4
2
21
40.81
CCC1=NC(C=NO)=CS1
CCc1nc(C=NO)cs1
false
CCCC1CCC(CC)C1
c1cscn1
156.21
40.8725
1.5136
4
1
18
45.48
CC1(C)C2OCS(=O)(=O)C12
CC1(C)C2OCS(=O)(=O)C21
false
CC1(C)CCC2C1C2(C)C
O=S1(=O)COC2CC21
162.21
36.2288
0.1659
3
0
20
43.37
CN1N=C2N=CSC2=C1O
Cn1nc2ncsc2c1O
false
CC1CC2CCCC2C1C
c1nc2n[nH]cc2s1
155.182
38.0508
0.7354
5
1
15
50.94
NN1OC(C=C)=C(Cl)C1=N
C=Cc1on(N)c(=N)c1Cl
false
CCC1CC(C)C(C)C1C
N=c1cco[nH]1
159.576
37.8041
0.57077
4
2
16
67.94
COC=C1C=COS1(=O)=O
COC=C1C=COS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1C=COS1(=O)=O
162.166
34.2368
0.3479
4
0
16
52.6
CC#CC(CO)S(O)(=O)=O
CC#CC(CO)S(=O)(=O)O
false
CCCC(CC)C(C)(C)C
164.182
35.8724
-0.7416
3
2
18
74.6
CC(C=O)C1=CC(C)=CS1
Cc1csc(C(C)C=O)c1
false
CCC(C)C1CCC(C)C1
c1ccsc1
154.234
43.535
2.35892
2
0
20
17.07
NCC1=CC2=NSN=C2O1
NCc1cc2nsnc2o1
false
CCC1CC2CCCC2C1
c1cc2nsnc2o1
155.182
37.5724
0.743
5
1
15
64.94
CC(O)C#CC1=CC=CS1
CC(O)C#Cc1cccs1
false
CC(C)CCC1CCCC1
c1ccsc1
152.218
42.8778
1.4804
2
1
18
20.23
CC=CCN=C1SNC=N1
CC=CCN=c1nc[nH]s1
false
CCCCCC1CCCC1
N=c1nc[nH]s1
155.226
41.7087
0.948
3
1
19
41.04
CNN1SC(=CC1=O)C#C
C#Cc1cc(=O)n(NC)s1
false
CCC1CC(C)C(CC)C1
O=c1ccs[nH]1
154.194
41.7987
0.0644
4
1
16
34.03
O=CC=COC1=CC=NS1
O=CC=COc1ccns1
false
CCCCCC1CCCC1
c1cnsc1
155.178
37.946
1.2345
4
0
15
39.19
CCC1=CC(CCO)=CS1
CCc1cc(CCO)cs1
false
CCCC1CCC(CC)C1
c1ccsc1
156.25
44.4868
1.8453
2
1
22
20.23
NN1C(O)=CC2=CSC=C12
Nn1c(O)cc2cscc21
false
CC1CC2CCCC2C1C
c1cc2cscc2[nH]1
154.194
41.6302
1.1222
4
2
16
51.18
NC1=CNSC1=NCC#N
N#CCN=c1s[nH]cc1N
false
CCCCC1CCCC1C
N=c1cc[nH]s1
154.198
39.1251
0.08268
4
2
16
77.96
CN=CN1CCN(O)C1=S
CN=CN1CCN(O)C1=S
true
CCCC1CCC(C)C1C
S=C1NCCN1
159.214
42.2125
-0.0638
3
1
19
39.07
CN(C)N=C1NC=C(O)S1
CN(C)N=c1[nH]cc(O)s1
false
CC(C)CC1CCC(C)C1
N=c1[nH]ccs1
159.214
39.5845
0.1591
4
2
19
51.62
CC(C)C1=C2NCC2=CS1
CC(C)c1scc2c1NC2
false
CC(C)C1CCC2CCC21
c1scc2c1CN2
153.25
45.7347
2.797
2
1
21
12.03
CC1NCC2=C1SC(=O)S2
CC1NCc2sc(=O)sc21
false
CC1CC2CCC(C)C2C1
O=c1sc2c(s1)CNC2
173.262
43.7207
1.334
4
1
17
29.1
NC1=NC2=CSC=C2N=C1
Nc1cnc2cscc2n1
false
CC1CCC2CCCC2C1
c1cnc2cscc2n1
151.194
41.8274
1.2735
4
1
15
51.8
OC1=C(C#C)C(=NS1)C#C
C#Cc1nsc(O)c1C#C
false
CCC1CCC(C)C1CC
c1cnsc1
149.174
39.6488
0.8113
3
1
13
33.12
CCN1C2CC2CS1(=O)=O
CCN1C2CC2CS1(=O)=O
true
CCC1C2CC2CC1(C)C
O=S1(=O)CC2CC2N1
161.226
38.0618
0.0402
2
0
21
37.38
O=S1(=O)CCC2=C1C=CC2
O=S1(=O)CCC2=C1C=CC2
true
CC1(C)CCC2CCCC21
O=S1(=O)CCC2=C1C=CC2
156.206
39.1868
1.0189
2
0
18
34.14
NCC1=CC(N)=NC=C1Cl
NCc1cc(N)ncc1Cl
false
CCC1CC(C)CCC1C
c1ccncc1
157.604
41.5508
0.7759
3
2
18
64.93
NC1=C2CC(=O)NC2=CS1
Nc1scc2c1CC(=O)N2
false
CC1CC2CCC(C)C2C1
O=C1Cc2cscc2N1
154.194
41.0651
0.8249
3
2
16
55.12
OCC12CC1S(=O)(=O)NC2
O=S1(=O)NCC2(CO)CC21
false
CCC12CCC(C)(C)C1C2
O=S1(=O)NCC2CC21
163.198
34.8463
-1.3296
3
2
19
66.4
NC1=C(O)C(=NS1)[N+]([O-])=O
Nc1snc([N+](=O)[O-])c1O
false
CC(C)C1CCC(C)C1C
c1cnsc1
161.142
34.8456
0.3391
6
2
13
102.28
CCOS(=O)(=O)OC(C)=C
C=C(C)OS(=O)(=O)OCC
false
CCCC(C)(C)CC(C)C
166.198
36.4448
0.8179
4
0
20
52.6
ON=C1SNC(=N1)C1CC1
ON=c1nc(C2CC2)[nH]s1
false
CCC1CCC(C2CC2)C1
N=c1nc(C2CC2)[nH]s1
157.198
35.7892
0.6385
4
2
17
61.27
CC(=C)CCC1=NC=NS1
C=C(C)CCc1ncns1
false
CC(C)CCC1CCCC1
c1ncsn1
154.238
43.044
2.0468
3
0
20
25.78
CN1CC2(C)CN2S1(=O)=O
CN1CC2(C)CN2S1(=O)=O
true
CC1CC2(C)CC2C1(C)C
O=S1(=O)NCC2CN21
162.214
36.6608
-0.7491
2
0
20
40.39
CC1C=C(C)NC(=S)N1O
CC1=CC(C)N(O)C(=S)N1
false
CC1CC(C)C(C)C(C)C1
S=C1NC=CCN1
158.226
42.5782
0.858
2
2
20
35.5
NS(=O)(=O)CCCON=C
C=NOCCCS(N)(=O)=O
false
CCCCCCC(C)(C)C
166.202
38.0922
-0.7028
4
1
20
81.75
NC1=CC(C=C)=C(Cl)C=N1
C=Cc1cc(N)ncc1Cl
false
CCC1CC(C)CCC1C
c1ccncc1
154.6
43.7504
1.9602
2
1
17
38.91
COC=CC1=C(O)SC=C1
COC=Cc1ccsc1O
false
CCCCC1CCCC1C
c1ccsc1
156.206
42.0268
2.0708
3
1
18
29.46
OC1CC1NC1=CN=NS1
OC1CC1Nc1cnns1
false
CC1CC1CC1CCCC1
c1nnsc1NC1CC1
157.198
37.9435
0.0832
5
2
17
58.04